New 3-vinylation products of indole and investigation of its Diels-Alder reactivity: synthesis of unusual Morita-Baylis-Hillman-type products

SADAK A. E., Arslan T., CELEBIOGLU N., SARAÇOĞLU N.

TETRAHEDRON, cilt.66, sa.17, ss.3214-3221, 2010 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 66 Sayı: 17
  • Basım Tarihi: 2010
  • Doi Numarası: 10.1016/j.tet.2010.02.081
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.3214-3221
  • Atatürk Üniversitesi Adresli: Evet

Özet

3-Vinylindoles as precursors of carbazole and bis-indole derivatives were synthesized. Then, to form new carbazoles, Diels-Alder reactivity of these vinylindoles was studied with various dienophiles. During the cycloaddition reaction, unusual Morita-Baylis-Hillman-type products were observed. The structure and the formation mechanism of the products is discussed. (C) 2010 Elsevier Ltd. All rights reserved.